Total synthesis of the proposed structure of astakolactin

Total synthesis of the proposed structure of astakolactin

The first total synthesis of the proposed structure of astakolactin, a sesterterpene metabolite isolated from the marine sponge Cacospongia scalaris, has been achieved, mainly featuring Johnson-Claisen rearrangement, asymmetric Mukaiyama aldol reaction and MNBA-mediated lactonization.

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Veröffentlicht in:Beilstein journal of organic chemistry 2014-10, Vol.10 (1), p.2421-2427
Hauptverfasser: Tonoi, Takayuki, Mameda, Keisuke, Fujishiro, Moe, Yoshinaga, Yutaka, Shiina, Isamu
Format: Artikel
Sprache:eng
Schlagworte:
aldol reaction
astakolactin
Chemistry
Full Research Paper
lactonization
MNBA
terpenoids
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Zusammenfassung:The first total synthesis of the proposed structure of astakolactin, a sesterterpene metabolite isolated from the marine sponge Cacospongia scalaris, has been achieved, mainly featuring Johnson-Claisen rearrangement, asymmetric Mukaiyama aldol reaction and MNBA-mediated lactonization.
ISSN:1860-5397
1860-5397
DOI:10.3762/bjoc.10.252